Shandong Huashang Chemical Co., Ltd. is a high-tech enterprise focused on industry of fine chemicals research and develop, produce and sale. Shandong Huashang Chemical Co., Ltd. is located in Shan Dong Ji Nan China. we have the ability to provide you high quality products. More than 90 % of our products are exported to developed countries and regions such as north America, Europe, Japan, South Korea and the Middle East.
1. Basic Product Profile
- Full IUPAC Name: Benzyl (2S,3aS,7aS)-octahydro-1H-indole-2-carboxylate
- Aliases: 2S-(2α,3α,7α)-Octahydro-1H-indole-2-carboxylic acid benzyl ester
- CAS Number: 94062-52-9
- EINECS: N/A
- Molecular Formula: C16H21NO2
- Molecular Weight: 259.34
- Chemical Classification: Chiral fused cycloaliphatic amino acid benzyl ester, peptide synthesis building block, pharmaceutical chiral intermediate
- Core Advantages
Single pure S chiral configuration, fused bicyclic octahydroindole skeleton, benzyl carboxylate protecting group. Mild deprotection conditions, stable stereochemistry, widely used for synthesizing ACE inhibitors, anti-diabetic and central nervous system small molecule drugs; high enantiomeric purity for chiral drug development.
2. Physical & Chemical Properties
2.1 Physical Index
- Appearance: White to off-white crystalline solid
- Odor: Odorless
- Solubility: Soluble in DCM, THF, toluene, methanol, ethanol; slightly soluble in hexane; insoluble in water
- Melting Point: 52–56 °C
- Specific Optical Rotation [α]D20: -18 ~ -24° (c=1, CHCl3)
- Hygroscopy: Slightly hygroscopic, requires sealed low-light storage
- Stereo Stability: No racemization under normal anhydrous storage
2.2 Chemical Properties
- Chiral Bicyclic Amine Structure: Secondary amine inside octahydroindole ring, benzyl ester as carboxyl protecting group
- Deprotection Reaction: Benzyl group removed via hydrogenolysis (Pd/C hydrogenation) to expose free carboxylic acid
- Amine Reactivity: Secondary amine can undergo Boc/Fmoc acylation, alkylation for peptide fragment assembly
- Acid & Alkali Stability: Stable under neutral/weak acid; ester hydrolyzes under strong alkaline heating
- Photostability: Avoid long-term strong UV irradiation to prevent slight discoloration
- Thermal Stability: Stable below 80 °C; slow decomposition above 120 °C
3. Main Application Fields
3.1 Chiral Pharmaceutical Intermediate (Core Usage)
Key building block for synthesis of perindopril and other angiotensin-converting enzyme (ACE) inhibitor antihypertensive drugs; the octahydroindole chiral scaffold is the core pharmacophore of cardiovascular therapeutic agents.
3.2 Peptide & Chiral Compound Synthesis
Unnatural cyclic amino acid derivative for solid-phase peptide synthesis; raw material for constructing chiral compound libraries in new drug screening.
3.3 Biochemical Laboratory Reagent
Standard chiral reference substance for chiral HPLC separation research; substrate for protease and enzyme catalytic mechanism experiments.
4. Quality Specification Table
| Test Item | Standard Index |
| CAS No. | 94062-52-9 |
| Molecular Formula | C16H21NO2 |
| Molecular Weight | 259.34 |
| Appearance | White to off-white crystalline solid |
| Melting Range | 52–56 °C |
| HPLC Chemical Purity | ≥99.0% |
| Enantiomeric Purity (ee) | ≥99.5% |
| Single Maximum Unknown Impurity | ≤0.10% |
| Total Related Substances | ≤0.50% |
| Moisture Content (KF) | ≤0.30% |
| Heavy Metals (Pb) | ≤10 ppm |
| Bulk Package | 25kg light-proof aluminum foil lined nitrogen-sealed fiber drum |
| Sample Package | 10g / 100g / 1kg sealed light-proof aluminum foil bag |
| Storage Requirements | Hermetic, light-proof cool dry warehouse ≤25℃; isolate humid air, strong oxidants and strong alkali |
| Transportation Rule | General chiral pharmaceutical intermediate, non-hazardous goods; light-proof waterproof packaging mandatory |
| Shelf Life | 24 months under intact nitrogen-sealed light-proof packaging |
...
Product
